2-氯吡啶盐亲核乙烯取代非对映选择性合成3-（氨基烷基基）氧吲哚。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-10-08 DOI:10.1021/acs.joc.5c00728

Hamideh Shirazi, , , Kaveh Imani, , , Behrouz Notash, , and , Ayoob Bazgir*,

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引用次数: 0

摘要

本文报道了一种新的、温和的、非对映选择性的方法，通过2-氯吡啶盐、isatins和胺在室温下的顺序缩合-水解-亲核乙烯基取代反应合成了3-（氨基烷基烯）氧吲哚。该反应在温和的反应条件下进行，使用市售原料在短反应时间内提供良好的产率和非对映选择性，同时对多种官能团表现出良好的耐受性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Diastereoselective Synthesis of 3-(Aminoalkylidene)oxindoles via a Nucleophilic Vinylic Substitution of 2-Chloropyridinium Salts

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Diastereoselective Synthesis of 3-(Aminoalkylidene)oxindoles via a Nucleophilic Vinylic Substitution of 2-Chloropyridinium Salts

A novel, mild, and diastereoselective method has been reported for the synthesis of 3-(aminoalkylidene)oxindoles via a sequential condensation-hydrolysis- nucleophilic vinylic substitution reaction of 2-chloropyridinium salts, isatins, and amines in ethanol at room temperature. The reaction proceeds under mild reaction conditions, offering good yields and diastereoselectivity in a short reaction time using commercially available starting materials, while exhibiting excellent tolerance for diverse functional groups.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.